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Guildive Cruises

Dennett's Wharf, 15 Sea Street, Castine, ME 04421
+1 207-701-1421
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Review Highlights
Great sunset sail!

My wife and I had a lovely time on our sunset sail. We loved that it is limited to six passengers... read more

Reviewed yesterday
S C
,
Toronto, Canada
6 out of 5 stars if we could

Took our 5 year old and 3.5 year old and it could not have gone any better. Captain Z was awesome... read more

Reviewed 2 days ago
Brad G
Read all 43 reviews
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Overview
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There's no better way to experience the timeless beauty and history of Penobscot Bay than from the water! The daily 2-hour excursions, Sunset Sails and Specialty charters offer a historic perspective of Castine and Searsport from the water aboard the vintage yacht Guildive.
  • Excellent98%
  • Very good0%
  • Average2%
  • Poor0%
  • Terrible0%
Travellers talk about
“sunset sail” (5 reviews)
“two hours” (3 reviews)
“penobscot bay” (12 reviews)
Open Now
Hours
Hours Today: 10:00 AM - 8:00 PM
LOCATION
Dennett's Wharf, 15 Sea Street, Castine, ME 04421
CONTACT
Website
+1 207-701-1421
Write a ReviewReviews (43)
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"sunset sail"
in 5 reviews
"two hours"
in 3 reviews
"penobscot bay"
in 12 reviews
"next year"
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"beautiful boat"
in 2 reviews
"great sail"
in 2 reviews
"his wife"
in 2 reviews
"bar harbor"
in 3 reviews
"sunny day"
in 2 reviews
"kate"
in 25 reviews
"zander"
in 26 reviews
"captain"
in 15 reviews
"sailboat"
in 6 reviews
"seals"
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1 - 10 of 43 reviews

Reviewed yesterday

My wife and I had a lovely time on our sunset sail. We loved that it is limited to six passengers and feels like you are on your own private sailboat. Fun to bring our own wine and toast to the sunset too! We will...More

Thank S C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 days ago

Took our 5 year old and 3.5 year old and it could not have gone any better. Captain Z was awesome with them - let them raise the sails, steer, and a little bit of everything else in between. Everyone in our family is looking...More

Thank Brad G
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 days ago via mobile

Captain Jeep and 1st mate Taylor met us at the dock and gave us a warm welcome. We picked a great night for a sunset sail. Castine Harbour and Penobscot Bay have some of the most beautiful views from the water. This is a “must...More

Thank tom c
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
See more reviews
Reviewed 1 week ago

The captain and 1st mate were great with guided tours and information about the boat and journey. We had light wind and t storm threats so motored most of the way but it was still a beautiful trip. Bring your own drinks and apps if...More

Thank Newbs15kens
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago via mobile

We had a percect day sailing, the owners and crew were extremely nice. Kate was so knowledgeable of the history of the coast of Maine. Cannot book another trip for next year!

1  Thank Deborah C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago

this was the best two hours my family has spent in a long time...kate, taylor, and jeep were awesome...very welcoming and informative...the guildive is a beautiful sailing ship and penobscot bay is just magnificent...i recommend this adventure wholeheartedly...

1  Thank jagetman
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago

We had a wonderful afternoon sailing on the Guildive. The captains were first rate and very patient. They encouraged our twelve year old grandson to help with the lines and steer the boat. Take this cruising adventure if you get the opportunity.

Thank Donna L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 12 March 2018

Capts. Kate and Zander gave us a lovely sail through Castine Harbor and out into Penobscot Bay. It was a cloudy, foggy day, and they turned back into the harbor pretty soon since we couldn't see the shores of the Bay. It was a delightful...More

2  Thank Anne W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 26 September 2017

Kate and Xander are experienced, knowledgable, fun sailors who have built this awesome boating adventure into a wonderful options for couples or small groups. We were so lucky to get out on a beautiful, sunny day - but the water views would be spectacular in...More

Thank coreen0284
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 25 August 2017 via mobile

We chose the sunset sail on the beautiful comfortable ship Guldive. We had a lovely sail in Penobscot bay. The boat only accommodates 6 people besides captains Kate and Sander which makes for an intimate atmosphere. The captains are very knowledgeable about the area and...More

Thank Lisa W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Ask a question
Questions & Answers
RvnLinda
12 April 2015|
AnswerShow all 2 answers
Response from Guildive | Property representative |
Hi, thank you for contacting us. Our trips are $45/ person for our day trips and $50/person for the sunset sails. Each trip is 2-hours and we get out into the Penobscot Bay and see where the wind takes us! In terms of... More
0
Votes
kdancer1985
9 February 2015|
Answer
Response from Guildive | Property representative |
Hello. Thank you for reaching out to us. A 50th wedding anniversary sounds like a wonderful reason to visit Castine. We can accommodate a maximum of 6 passengers per sail. What we have done with larger groups in the past... More
0
Votes